In Five Questions, Jill, played by Amber Paul, comes to terms with an early trauma in her life. In each of the film's five scenes, a question is asked that propels Jill forward and toward an answer that opens a path to resolution.
A quick-witted Long Islander chooses the easy way out in life by selling weed, delivering pizza, and ignoring his past to get by; but business and life soon gets interrupted when he finds a stray dog with one small issue, she's a ghost.
A homeless Iraq War veteran, nicknamed "Beggarman", discovers a suitcase filled with money from the 1970's. With hopes of a second chance at life but danger constantly around him, he seeks help from a local gangster.